Analysis of interactions between calf thymus DNA and 1,5-di(piperazin-1-yl)anthracene-9,10-dione using spectroscopic and electrochemical methods

Abstract

The present study describe the synthesis of new 9,10-anthraquinone and piperazine derivative substituted in position 1 and 5 in 9,10-anthraquinone skeleton and the mechanism of interaction between this derivative and calf thymus DNA in the phosphate buffer solution (PBS) based on the UV–Vis spectroscopy and cyclic voltammetry measurements.Performed analyses directly indicate that 1,5-di(piperazin-1-yl)anthracene-9,10-dione can interact with calf thymus DNA in groove-binding mode as proved by the hyperchromic effect of the absorption spectra. The binding constant (Kb) for the interaction of 1,5-di(piperazin-1-yl)anthracene-9,10-dione with calf thymus DNA were determined using spectroscopic methods and was determined as 1.54 × 105 M−1. In cyclic voltammetry, positive shift in the peak potential and decrease of the peak current indicated that this drug can intercalate with calf thymus DNA between the base pairs. The cyclic voltammetry gave the binding constant of 1.94 × 105 M−1. The results show that 1,5-di(piperazin-1-yl)anthracene-9,10-dione interacts with calf thymus DNA stronger than other most popular anticancer drugs.